Chocolate Cherry Upside Down Cake

Category: Let's Bake Something Wonderful

Enjoy a rich chocolate creation layered with sweet, gooey cherries in every bite. This treat starts with buttery brown sugar and cherry pie filling on the bottom, then is covered with a classic chocolate batter. After baking, the pan is flipped to reveal a glistening cherry layer soaking into the cake below. Serve warm for melty sweetness, and pair with vanilla ice cream or whipped cream for a decadent finishing touch. Quick prep and simple steps make it easy for weekday celebrations or weekend gatherings. Any leftovers will keep in an airtight container for up to three days.

Rose
By Sophie Parker Sophie Parker
Updated on Wed, 02 Jul 2025 13:19:10 GMT
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This Chocolate Cherry Upside Down Cake brings together dessert nostalgia and a rich cocoa punch. Its gooey cherry topping melts right into the chocolate crumb seeping sweetness into every bite. The entire cake is ready in about an hour making it a showstopper for last minute get togethers or special celebrations. All you need is a handful of kitchen staples and a bit of patience while it bakes.

Ingredients

  • Cherry pie filling: brings sweetness and that glossy upside down topping look Choose a brand with whole cherries for lots of fruit
  • Unsalted butter: melted soaks into the brown sugar and cherries for rich depth Look for real butter not margarine
  • Brown sugar: deepens the caramelization at the bottom light brown is preferred for balanced sweetness
  • Box chocolate cake mix: keeps it simple but do seek one with cocoa high in the ingredients list for best flavor
  • Eggs: give structure and richness Use large eggs at room temperature for creamy batter
  • Vegetable oil: ensures the cake stays moist and tender Use a neutral oil like canola or avocado
  • Water: loosens the batter and is key for softness Cold filtered water works best
  • Vanilla extract: rounds out all the flavors opt for pure vanilla if you can for the best aroma

Step-by-Step Instructions

Prepare the Topping:
Pour melted butter into your greased pan spreading to cover every corner Sprinkle the brown sugar over the entire bottom pressing gently so it absorbs some butter Spoon the cherry pie filling evenly taking care to get cherries in every slice
Make the Cake Batter:
In a large bowl combine the chocolate cake mix eggs oil water and vanilla Use a hand mixer or whisk Beat until the batter is glossy and barely any lumps remain Scrape the sides and bottoms so no dry pockets are left
Assemble the Cake:
Gently pour the batter over the cherry mixture Use a spatula to carefully smooth it out Do not mix the layers The batter should completely cover the cherries
Bake:
Move the pan into your preheated 350 degree oven Bake for 35 to 40 minutes Check doneness by inserting a toothpick in the center It should come out with just a few moist crumbs
Cool and Invert:
Let the cake rest 10 minutes in the pan so the juices settle Place your serving platter or tray over the pan With protected hands gently flip them together Tap lightly if needed and slowly lift the pan The cherries should be glistening on top
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Storage Tips

Once cooled leftovers keep best in an airtight container at room temperature for up to three days If you want an even fresher taste refrigerate slices and bring back to room temp before serving You can also gently rewarm pieces in the microwave for that just baked gooey texture

Ingredient Substitutions

No cherry pie filling on hand Swap in blueberry or strawberry for a summery take If you are out of cake mix try your favorite homemade chocolate cake batter instead Butter can be replaced with coconut oil for a hint of tropical flair

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Serving Suggestions

Dress each slice with vanilla ice cream or a generous spoonful of soft whipped cream For extra decadence drizzle warm chocolate sauce or sprinkle a little chopped toasted pecans Family gatherings or potlucks are the perfect reason to share this treat

Cultural Context

Upside down cakes have been a beloved part of American baking since the early 1900s with pineapple versions leading the trend This cherry chocolate twist tips its hat to tradition but adds a bakery style upgrade thanks to the convenience of cake mix

Recipe FAQs

→ What kind of cherries work best for this dessert?

Canned cherry pie filling is recommended for consistent sweetness and texture, but you can also use homemade cherry compote if desired.

→ Can I use a different cake mix flavor?

Yes, you can swap the chocolate cake mix for vanilla or yellow cake mix for a change in flavor, though chocolate pairs especially well with cherries.

→ Do I need to cool the cake before inverting?

Let the cake cool for about 10 minutes. This helps the topping set slightly so the cherry layer stays on top when you flip it out of the pan.

→ How should I serve this dessert?

It's delicious served warm or at room temperature. Top with ice cream or whipped cream for extra indulgence.

→ Can I make this ahead of time?

Yes, you can bake and cool it ahead. Store covered at room temperature for up to three days; reheat briefly before serving if desired.

→ How do I prevent the cake from sticking when I invert it?

Be sure to generously grease your baking pan and allow a short cooling period before flipping. Running a thin knife around the edges can help release the cake easily.

Chocolate Cherry Upside Down Cake

Rich chocolate cake meets sweet cherry topping for an easy, crowd-pleasing dessert everyone will love.

Prep Time
15 min
Cook Time
40 min
Total Time
55 min
By Sophie Parker: Sophie Parker

Category: Sweet Kitchen

Skill Level: Beginner

Cuisine: American

Yield: 12 Servings

Dietary Preferences: Vegetarian

Ingredients

→ Topping

01 1 can (21 oz) cherry pie filling
02 1/4 cup unsalted butter, melted
03 1/4 cup brown sugar

→ Cake Batter

04 1 box chocolate cake mix
05 3 large eggs
06 1/2 cup vegetable oil
07 1 cup water
08 1 teaspoon vanilla extract

Steps

Step 01

Preheat your oven to 350°F (175°C). Grease a 9x13-inch baking pan. Pour the melted butter into the bottom of the prepared pan. Sprinkle the brown sugar evenly over the butter. Spread the cherry pie filling evenly over the brown sugar layer.

Step 02

In a large mixing bowl, combine the chocolate cake mix, eggs, vegetable oil, water, and vanilla extract. Mix well until the batter is smooth and well combined.

Step 03

Carefully pour the cake batter over the cherry pie filling, spreading it out evenly.

Step 04

Bake in the preheated oven for 35-40 minutes, or until a toothpick inserted into the center of the cake comes out clean.

Step 05

Allow the cake to cool in the pan for about 10 minutes. Place a large serving platter over the baking pan and carefully invert the cake onto the platter. Serve warm or at room temperature.

Notes

  1. Serve with a scoop of vanilla ice cream or a dollop of whipped cream for an extra treat.
  2. Store leftovers in an airtight container at room temperature for up to 3 days.

Required Tools

  • 9x13-inch baking pan
  • Mixing bowl
  • Large serving platter

Allergy Information

Check each ingredient for potential allergens and consult a healthcare professional if needed.
  • Contains eggs
  • May contain gluten

Nutritional Facts (per serving)

These details are provided for informational purposes and aren't a substitute for medical advice.
  • Calories: 280
  • Fats: 12 g
  • Carbohydrates: 40 g
  • Proteins: 3 g